Acetate → 3-(8-Benzyl-8-azabicyclo[3.2.1]oct-2-en-3-yl)benzamide

HRID 141002Notes

Reaction equation

HRID 141002 reaction equation
[C:1]([NH2:2])(=[O:3])[c:4]1[cH:5][c:6]([B:10]([OH:11])[OH:12])[cH:7][cH:8][cH:9]1.[CH2:15]([c:16]1[cH:17][cH:18][cH:19][cH:20][cH:21]1)[N:22]1[CH:23]2[CH:24]=[C:25]([O:30][S:31]([C:32]([F:33])([F:34])[F:35])(=[O:36])=[O:37])[CH2:26][CH:27]1[CH2:28][CH2:29]2.[CH2:47]1[O:48][CH2:49][CH2:50][CH2:51]1.[F-:13].[K+:14].[O-:39][C:40]([CH3:41])=[O:42].[O-:43][C:44]([CH3:45])=[O:46].[Pd+2:38]>>[C:1]([NH2:2])(=[O:3])[c:4]1[cH:5][c:6]([C:25]2=[CH:24][CH:23]3[N:22]([CH2:15][c:16]4[cH:17][cH:18][cH:19][cH:20][cH:21]4)[CH:27]([CH2:26]2)[CH2:28][CH2:29]3)[cH:7][cH:8][cH:9]1

Participants

8

Reactant 7

HCID 175Acetate2×HCID 813Potassium CationHCID 8028TetrahydrofuranHCID 28179Fluoride IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2737814(3-Carbamoylphenyl)boronic acidHCID 498359108-Benzyl-3-(trifluoromethylsulfonyloxy)-8-azabicyclo[3.2.1]oct-3-ene

Product 1

HCID 671012843-(8-Benzyl-8-azabicyclo[3.2.1]oct-2-en-3-yl)benzamide

Sources & evidence

ORD record
ord-8b04afa69bf949a9a384412053c34f8e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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